
Gaiole in Chianti Vacation Packages
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Your Gaiole in Chianti Vacation
When a city getaway is calling, answer it with a Gaiole in Chianti vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like Castle of Brolio, Meleto Castle and Castello di Albola. Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti vacation is only clicks away with Expedia.
Top Gaiole in Chianti Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Villa Tolomei Hotel & Resort
Oltrarno
Price was CA $1,953, price is now CA $1,395 per person
CA $1,395
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
The property was lovely. A former 15th(?) century monastery located on a hilltop overlooking parts of Florence. Surrounded by olive and fruit trees, and gardens. It's past the Roman gate, about a 30 euro cab ride from the center of town. Though they didn't tell us until we asked, there's a shuttle that will take you down the hill to the Roman Gate where taxis and busses can be found.
We arrived just after the hotel restaurant had closed for the afternoon by a minute. They were kind/professional enough to serve us something from the cold selections; and it was delicious. The breakfast buffet the next day was outstanding with excellent selection and quality. The usual 3 or 4 hot items: scrambled eggs, breakfast meat, roasted tomatoes. Where it really excelled were the cold items. Fresh juices, local yogurts, fruits, meats, cured salmon. Perfectly executed pastry, and breads with honeycomb stood out. Dinner was a mixed bag.
The big downside was that we arrived in October. Apparently, the property has to commit each year to the local authorities when they will close the pool, and switch from A/C to heat in the rooms. We booked through Expedia and therefore information on things may be incomplete. No mention that the pool was closed. It was almost worse that it was too warm to sleep well at night. We had even contacted the front desk after the first night and they said they'd send someone to look at it. Which we learned later made no sense BC it was off for the season.
Reviewed on Nov 6, 2026



Glance Hotel In Florence
Historic Centre of Florence
Price was CA $2,163, price is now CA $1,642 per person
CA $1,642
per person
Jan 25 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Great location. Nice people
Reviewed on Oct 24, 2026

Hotel Duomo Firenze
Historic Centre of Florence
Price was CA $2,338, price is now CA $1,779 per person
CA $1,779
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!
Reviewed on Nov 3, 2026
Gaiole in Chianti Hotel Deals

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
9.6/10 Exceptional! (296 reviews)
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Reviewed on Oct 11, 2026

Castello di Tornano Wine Resort
Loc. Tornano Gaiole in Chianti SI

Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Nov 23 to Nov 24
CA $134
CA $170 total
Nov 23 - Nov 24
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Gaiole in Chianti attractions
What to do in Gaiole in Chianti

Chianti Half Day Wine Tour from Florence
CA $39
per adult
88% of travellers recommend

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
CA $206
per adult
100% of travellers recommend

Pasta-making class at a Cesarina's home with tasting - Siena
CA $283
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







